
Holiday rentals in Lakeland Highlands
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Top-rated holiday rentals in Lakeland Highlands
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Private Studio Suite
🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Christina Casa - a South Lakeland Getaway
Welcome to Christina Casa, your ultimate vacation retreat! Nestled in a quiet South Lakeland Neighborhood, this charming 3-bedroom has 2 full baths. The fully stocked kitchen invites culinary adventures, while the cozy living room offers a plethora of games and books for endless entertainment. Step outside to the inviting patio area, complete with a grill for delightful outdoor dining experiences. Embrace relaxation and adventure at Christina Casa, where making memories await! Come be our guest!

Updated home with heated & screened in pool
Recently renovated from top to bottom. The bedrooms have a king, queen, and bunk beds. Have a movie night with the 4k projector on the 125 inch screen and a Dolby Atmos soundbar. Cool off and away from bugs in the screened in heated/cooled pool that goes from 3 to 6 feet deep, then relax on the patio furniture. Newly landscaped spacious back yard. Quiet neighborhood so absolutely no parties. Centrally located between Tampa & Orlando. Theme parks, beaches and so much more within an hour or two.

Matty’s Citrus Connection
You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

The Highland House • Cozy 3BR • Fireplace • Patio
Stylish and spacious, this South Lakeland retreat is the perfect home base for your stay. Enjoy a beautifully updated interior with an open-concept layout, modern kitchen, and cozy living space for relaxing or gathering. With comfortable bedrooms, a large dining area, and plenty of room to unwind, it’s ideal for families, groups, or work trips. Features a screened patio, fenced yard, and keyless entry, all in a quiet neighborhood close to shopping, dining, and local attractions.

Casa Planta Cozy Tropical Oasis Pool View Suite
Casa Planta is a garden-inspired oasis where nature & relaxation meet. Our tropical landscape is currently in a seasonal restoration phase due to extreme winter freezes, w/ an evolving garden setting. Enjoy a peaceful walk to your private entrance & unwind poolside in your 2BR/1BA suite. The pool and interior remain exactly as pictured—private, comfy, & serene. The guest suite is attached to the main house but completely blocked off from it.

Family Friendly 3BR Home | Quiet | Near Hospitals
Welcome to your home away from home in Lakeland, FL! This fully furnished 3-bedroom, 2-bath home is ideal for travel nurses and healthcare professionals, as well as families or extended stays. Located in a quiet neighborhood near local hospitals, the home features a comfortable living space, fully equipped kitchen, high-speed Wi-Fi, and in-unit washer and dryer. Convenient access to shopping, dining, and major roads between Tampa and Orlando.

Charming Guesthouse
Escape to a beautifully styled South Lakeland retreat, loved by guests for its comfort, peaceful setting, and convenient location. Settle into a cozy, thoughtfully designed space with fast WiFi, relaxing touches, and a quiet neighborhood feel. Spend your days exploring nearby lakes, dining, shopping, and Central Florida attractions, then return home to unwind, recharge, and enjoy a stay that feels effortless.

Heart of South Lakeland in adorable neighborhood!
In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

Intimate and peaceful stay
Rest in this intimate and serene room, perfect for two guests. It has a bedroom with a king-size bed, a full bathroom, and an equipped kitchen. The white design conveys calm and freshness. Enjoy the private patio with swing and outdoor table. Start the day with coffee under the sky or relax in the afternoon on the swing. Ideal for couples or solo travelers seeking privacy and tranquility.

3/2 Beautiful Pool Home + Garage + Pet Friendly
Experience resort-style living in this elegant 3-bedroom, 2-bath pool retreat. Unwind by the sparkling pool and enjoy the fenced yard, perfect for kids and pets . Relax in sophisticated comfort and enjoy secure garage parking. Thoughtfully designed with upscale finishes and timeless style—your luxurious Lakeland escape awaits. PET FEE apply

Karen’s Happy House
Enjoy a stylish experience at this centrally-located place. A cozy, charming 1925 cedar shake modern English style home. Experience a unique, warm & welcoming stay. There is a separate small cottage in the back that can be rented under a separate listing if you are looking for a family gathering spot!
Popular amenities for Lakeland Highlands holiday rentals
Stay near Lakeland Highlands's top sights
Other great holiday rentals in Lakeland Highlands

Discount + Pet Friendly + Fence Yard + Internet

Lakeland Highlands Oasis - 3BR Heated Pool Home

King Beds+Pet Friendly | Near Downtown & Tigertown

Florida Creek studio

GREEN Door of Central Lakeland

Private Pool + Arcade | Near Hospitals & Downtown

The Yellow Door Farmhouse

3 bedroom Centrally-Located Home | Pet-friendly
Destinations to explore
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- Walt Disney World Resort
- Universal Studios Florida
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Amalie Arena
- Old Town
- Tampa Convention Center
- LEGOLAND Florida Resort
- Hard Rock Casino
- University of South Florida
- Disney's Hollywood Studios
- ESPN Wide World of Sports
- Vinoy Park
- ChampionsGate Golf Club





